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(2S)-2,5-Dihydro-2-isopropyl-3,6-dimethoxypyrazine
(S)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine · (S)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISOPROPYLPYRAZINE · (2S)-3,6-diMethoxy-2-(propan-2-yl)-2,5-dihydropyrazine · Schllkopf · BISLACTIMETHER · Schllkopf reagent · SCHOELLKOPF-HARTWIG-REAGENT · (2S)-(+)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISO
Identifikatoren & physikalische Daten
| CAS No. | 78342-42-4 |
|---|---|
| Summenformel | C9H16N2O2 |
| Durchschnittliche Molmasse | 184,24 g/mol |
| Monoisotopische Masse | 184,12117775 g/mol |
| SMILES | COC1=N[C@@H](C(C)C)C(OC)=NC1 |
| InChIKey | FCFWEOGTZZPCTO-QMMMGPOBSA-N |
| PubChem CID | 736065 |
| ChEMBL | CHEMBL169371 |
| EC No. | 680-195-2 |
| DTXSID | DTXSID30999695 |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,2 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 234 |
| Siedepunkt | 245.2±33.0 °C(Predicted) |
| Dichte | 1.028 g/mL at 20 °C (lit.) |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Löslichkeit | Chloroform (Slightly), DMSO (Slightly), Ethanol (Sparingly), Methanol (Slightly) |
| pKa (Säurekonstante) | 3.81±0.60(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to pale yellow |
| BRN | 3650245 |
| InChI | InChI=1S/C9H16N2O2/c1-6(2)8-9(13-4)10-5-7(11-8)12-3/h6,8H,5H2,1-4H3/t8-/m0/s1 |
| InChIKey | FCFWEOGTZZPCTO-QMMMGPOBSA-N |
| SMILES | [C@@H]1(C(C)C)N=C(OC)CN=C1OC |
| CAS Datenbank | 78342-42-4(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29335995 |
| R-Sätze (R) | 22-36/37/38 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 23-24/25-37/39-26 |
| Lagerklasse | 12 - Non Combustible Liquids |
Anwendungen & Verwendung
Verwenden
(2S)-(+)-2,5-Dihydro-2-isopropyl-3,6-dimethoxypyrazine is a Schllkopf-Hartwig bislactim ether reagent for asymmetric synthesis of amino acids by reaction of the metalated reagent with alkyl halides, aldehydes, ketones, epoxides, and enones, and subsequent hydrolysis of the resulting bislactim ether adduct.